Location: NYC NoHo Office (5 days a week) About This Opportunity We're building something unusual at Automattic : an AI-native culture at a 1,500-person company that powers 40% of the web. Not just adopting AI tools, but fundamentally transforming how we work and ship products at scale. You’ll own the operational infrastructure that makes this possible. The messy, critical work between “we should use AI” and “we’re actually using AI effectively across 1,500 people”: privacy reviews, tool evaluations, policy development, vendor coordination, adoption tracking, and being the person who can answer “should we use this tool?” and “how should we approach this?” This isn’t traditional program management. You’re building the governance frameworks and operational practices that help a distributed, highly technical organization move faster with AI while managing risk appropriately. You’ll work in-person with our Head of AI and NYC AI team while supporting AI adoption globally....

Location: New York City (In-person) About This Opportunity We’re assembling an exceptional team of AI engineers in NYC. The kind of people who’ve shipped breakthrough AI products that millions actually use. This isn’t about office amenities or typical startup perks (although we have those too!). It’s about working alongside some of the most talented engineers and product minds in AI, solving fascinating problems at scale. You’ll collaborate in-person with a carefully selected group designed for breakthrough thinking, backed by the resources and reach of Automattic’s ecosystem, spanning WordPress.com , WooCommerce , Tumblr , and more. Think of it as an elite AI lab with the distribution and impact of Automattic’s broad and deep ecosystem. What You’ll Do Ship user-facing AI features across Automattic’s product ecosystem; from content creation tools to e-commerce recommendations to messaging experiences. Build and iterate rapidly on AI-powered products...

At  WordPress VIP (part of Automattic ), we power the most influential properties on the web, from the White House to Meta and Salesforce. We are looking for a Forward Deployed Engineer (FDE) to join our mission in redefining how the world’s largest enterprises scale. This isn't your typical engineering role; it’s an advanced, consultative position where you operate as a hands-on architect and a growth catalyst. As an FDE, you are the front line of trust, embedded with our most strategic customers to solve high-stakes technical challenges in real-time. By combining engineering excellence with deep customer proximity, you won’t just solve problems for customers, you’ll solve them with them, driving business expansion across the world’s most scaled environments. If you thrive in high-impact, ambiguous environments and want to help define the future of open-source technology at the enterprise level, we want to talk to you. About the Team The Customer Engineering and...

WordPress doesn’t try to keep its users inside walled gardens, a rare thing in a world that is dangerously moving away from the open web. Instead, WordPress gives them the freedom to build a business website, an online store, or a personal blog – the way they like it. Big sites or small, using the community-run open source project or Automattic’s WordPress.com , vanilla or customized with hundreds of plugins, WordPress users always get to own and control their data, their expression, and their freedom. We’re always looking for talented and experienced engineers worldwide, excited to help Automattic’s product ecosystem, and join our mission to make the web a better place.  What have we worked on recently? AI is at the heart of many new product developments and powers a lot of our day-to-day development workflows. WooCommerce is the most popular and most flexible e-commerce platform on the web. We're working tirelessly on giving you all the control, while keeping...